Ring-closure reactions. 19. Kinetics of formation of benzo-crown ethers by intramolecular nucleophilic substitution. A comparison between polyoxyethylene and …

G Illuminati, L Mandolini, B Masci

Index: Illuminati, Gabriello; Mandolini, Luigi; Masci, Bernardo Journal of the American Chemical Society, 1981 , vol. 103, # 14 p. 4142 - 4145

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Citation Number: 23

Abstract

Results The parent o-[w-bromopoly (oxaalky1)] phenols 1 were prepared by unambigous synthetic routes (see Experimental Section), so that contamination by oligomers of close molecular weight can be ruled out. It is worth noting that, as far as we are aware, benzo-48- crown-16 (3, x= 14) is the largest ring compound for which rate data have been obtained starting from an open chain precursor of well-defined molecular weight. Rate ...